Silver halide color photographic material

Abstract

A silver halide color photographic material is described comprising a support having thereon at least one silver halide emulsion layer, wherein the silver halide color photographic material contains a water-soluble polymer comprising at least one repeating unit represented by formula (I) ##STR1## wherein A represents a vinyl repeating unit having a color coupler moiety which is capable of forming a dye upon coupling with an oxidation product of an aromatic primary amine developing agent; and at least one repeating unit selected from the group consisting of formulae (II-A), (II-B), (II-C), (II-D), (II-E), and (II-F): ##STR2## The water-soluble polymer is a photographic polymeric coupler incorporating a crosslinkable group with gelatin and the silver halide color photographic material containing the water-soluble coupler is excellent in layer strength and image sharpness.

What is claimed is: 
     
       1. A silver halide color photographic material comprising a support having thereon at least one silver halide emulsion layer, wherein the silver halide color photographic material contains a water-soluble polymer comprising at least one repeating unit represented by formula (I): wherein A represents a vinyl monomer repeating unit having a color coupler moiety which is capable of forming a dye upon coupling with an oxidation product of an aromatic primary amine developing agent; and at least one repeating unit selected from the group consisting of units represented by following formulae (II-A), (II-B), (II-C), (II-D), (II-E), and (II-F); ##STR60## wherein R 1  represents a hydrogen atom, a lower alkyl group having from 1 to 6 carbon atoms or a chlorine atom; L represents a divalent group having from 1 to 20 carbon atoms, K represents 0 or 1; and X represents an active ester group; ##STR61## wherein R 2  represents a hydrogen atom, a chlorine atom or a lower alkyl group having from 1 to 6 carbon atoms, and R 3  represents an alkylene group; ##STR62## wherein R 4  represents a hydrogen atoms or a lower alkyl group having from 1 to 6 carbon atoms; Q 1   represents ##STR63## or an arylene group having from 6 to 10 carbon atoms; L 1  represents a divalent group having from 3 to 15 carbon atoms and containing at least one bond selected from ##STR64## or a divalent group having from 1 to 12 carbon atoms and containing at least one bond selected from ##STR65## R 1  represents a hydrogen atom or a lower alkyl group having from 1 to 6 carbon atoms; R 5  represents --CH═CH 2  or --CH 2  CH 2  X 1  ; and X 1  represents a group capable of being substituted with a nucleophilic group or of being released by a base in the form of HX 1  ; ##STR66## wherein R 6  represents a hydrogen atom, a chlorine atom or an alkyl group; Q 2  represents ##STR67## or an arylene group having from 6 to 10 carbon atoms; L 2  represents a divalent group having from 3 to 15 carbon atoms and containing at least one bond selected from ##STR68## or a divalent group having from 1 to 12 carbon atoms and containing at least one bond selected from ##STR69## R 1  represents a hydrogen atom or a lower alkyl group having from 1 to 6 carbon atoms; R 7  represents a hydrogen atom or an alkyl group; l and m each represents 0 or 1, and l and m are not 0 at the same time.     
     
     
       2. A silver halide color photographic material as in claim 1, wherein the repeating unit represented by formula (I) is represented by formula (III) ##STR70## wherein R represents a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms or a chlorine atom; D represents --COO--, --CONR 3  -- or a substituted or unsubstituted phenyl group; E represents a substituted or unsubstituted alkylene group preferably having from 1 to 10 carbon atoms, a substituted or unsubstituted phenylene group or a substituted or unsubstituted aralkylene group preferably having from 7 to 20 carbon atoms; F represents --COR 3  --, --NR 3  CONR3--, --R 3  COO--, --NR 3  CO--, --OCONR 3  --, --NR 3  --, --COO--, --OCO--, --CO--, --O--, --SO 2  --, --NR 3  SO 2  -- or --SO 2  NR 3  --; R 3  represents a hydrogen atom, a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, and when two or more R 3  groups are present in the same molecule, they may be the same or different; n, p and q each represents 0 or 1, provided that all of n, p and q are not 0 at the same time; and Cup represents a cyan, magenta or yellow dye forming coupler moiety capable of forming a dye upon coupling with an oxidation product of an aromatic primary amine developing agent. 
     
     
       3. A silver halide color photographic material as in claim 2, wherein a substituent for the substituted group represented by D, E or R 3  is selected from an alkyl group, an alkoxy group, an aryloxy group, an alkoxycarbonyl group, an acylamino group, a carbamoyl group, an alkylcarbamoyl group, a dialkylcarbamoyl group, an arylcarbamoyl group, an alkylsulfonyl group, an arylsulfonyl group, an alkylsulfonamido group, an arylsulfonamido group, a sulfamoyl group, an alkylsulfamoyl group, an dialkylsulfamoyl group, an alkylthio group, an arylthio group, a cyano group, a nitro group, and a halogen atom. 
     
     
       4. A silver halide color photographic material as in claim 2, wherein the cyan dye forming coupler moiety represented by Cup is a moiety derived from a phenol type compound represented by formula (IV) or (V) described below or a naphthol type compound represented by formula (VI).or (VII) below, wherein a moiety which is formed by eliminating a hydrogen atom other than that of the OH group at the 1-position and that at the coupling position from the compound is connected to F in formula (III) ##STR71## wherein R 11  represents an atom or group capable of substitution on the phenol ring or the naphthol ring; R 12  represents --CONR 13  R 14 , --NHCOR 13 , --NHCOOR 15 , --NHSO 2  R 15 , --NHCONR 13  R 14  or --NHSO 2  NR 13  R 14 , wherein R 13  and R 14  each represents a hydrogen atom, an aliphatic group having from 1 to 30 carbon atoms, an aromatic group having from 6 to 30 carbon atoms, or a heterocyclic group having from 2 to 30 carbon atoms; or R 13  and R 14  may be connected to each other to form a heterocyclic ring; and RI5 represents an aliphatic group having from I to 30 carbon atoms, an aromatic group having from 6 to 30 carbon atoms or a heterocyclic group; p' represents an integer from 0 to 4; q' represents an integer from 0 to 2; and r' and s' each represents an integer from 0 to 4;   X 2  represents an oxygen atom, a sulfur atom or ##STR72## wherein R 16  represents a hydrogen atom or a monovalent group; and Z 1  represents a hydrogen atom or an atom or group capable of being released upon a coupling reaction with an oxidation product of an aromatic primary amine developing agent.   
     
     
       5. A silver halide color photographic material as in claim 2, wherein the magenta dye forming coupler moiety represented by Cup is a coupler moiety derived from a coupler represented by formula (VII), (VIII), (IX), (X), (XI), (XII) or (XIII) below, wherein the coupler moiety is connected to the group F of formula (III) at any of Sub, Z 2 , and R 20  to R 32 . ##STR73## wherein Sub represents a substituent selected from an alkyl group, a substituted alkyl group, a heterocyclic group, a substituted hetetocyclic group, an aryl group or a substituted aryl group; R 20   represents an unsubstituted or substituted anilino group, an unsubstituted or substituted acylamino group, an unsubstituted or substituted ureido group; R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , R 27 , R 28 , R 29 , R 30 , R 31  and R 32  each represents a hydrogen atom, a hydroxy group, an unsubstituted or substituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted alkylamino group, a substituted or unsubstituted acylamino group, a substituted or unsubstituted anilino group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted alkylcarbonyl group, a substituted or unsubstituted arylcarbonyl group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted arylthio group, a substituted or unsubstituted carbamoyl group, a substituted or unsubstituted sulfamoyl group, or a substituted or unsubstituted sulfonamido group; Z 2  represents a hydrogen atom or a group capable of being released upon a coupling reaction with an oxidation product of an aromatic primary amine developing agent. 
     
     
       6. A silver halide color photographic material in claim 2, wherein the yellow dye forming coupler moiety represented by Cup is a pivaloyl acetanilide type moiety represented by formula (XIV) described below or a benzoyl acetanilide type moiety represented by formula (XV) or (XVI) ##STR74## wherein R 33 , R 34 , and R 36  each represents a hydrogen atom or a substituent selected from an alkyl group, an alkenyl group, an alkoxy group, an alkoxycarbonyl group, a halogen atom, an alkoxycarbamoyl group, an aliphatic amido group, an alkylsulfamoyl group, an alkylsulfonamido group, an alkylureido group, an alkyl-substituted succinimido group, an aryloxy group, an aryloxycarbonyl group, an arylcarbamoyl group, an arylamido group, an arylsulfamoyl group, an arylsulfonamido group, an arylureido group, a sulfo group, a nitro group, a cyano group, a thiocyano group; the free bond is connected to the polymer chain through a linking group included in D, E or F; and Z 3  represents a hydrogen atom or a group represented by formula (XVII), (XVIII), (XIX), or (XX) ##STR75## wherein R 37  represents an unsubstituted or substituted aryl group or heterocyclic group; ##STR76## where each R 38  and R 39  each represents a hydrogen atom, a halogen atom, a carboxylic acid ester group, an amino group, an alkyl group, an alkylthio group, an alkoxy group, an alkylsulfonyl group, an alkylsulfinyl group, a carboxylic acid group, a sulfonic acid group, or an unsubstituted or substituted phenyl or heterocyclic group; ##STR77## wherein W 1  represents non-metallic atoms forming a 4-membered or 5-membered ring together with ##STR78## of formula(XX). 
     
     
       7. A silver halide color photographic material as in claim 1, wherein the divalent group represented by L is selected from a group represented by formula (IIa), (IIb), or (IIc) ##STR79## wherein J represents an alkylene group having from 1 to 10 carbon atoms or an arylene group having from 6 to 12 carbon atoms; K represents --O--, --NH-- or ##STR80## Z represents a group selected from the groups defined for J, or a divalent group containing at least one amido bond, ester bond, ether bond and thioether bond and J groups at both ends; and R 4  represents a hydrogen atom or an alkyl group having from 1 to 6 carbon atoms. 
     
     
       8. A silver halide color photographic material as in claim 1, wherein the active ester group is a carboxylic acid ester group of phe or alcohol having pKa of 5 to 13. 
     
     
       9. A silver halide color photographic material as in claim 1, wherein R 2  in formulae (II-B), (II-C), and (II-D) R 2  represents a lower alkyl group having from 1 to 4 carbon atoms. 
     
     
       10. A silver halide color photographic material as in claim 1, wherein R 3  in formulae (II-B), (II-C), and (II-D) represents an alkylene group having from 1 to 6 carbon atoms. 
     
     
       11. A silver halide color photographic material as in claim 1, wherein R 5  in formula (II-E) represents a group selected from the group consisting of ##STR81## 
     
     
       12. A silver halide color photographic material as in claim 1, wherein the water soluble polymer further comprises at least one repeating unit other than that represented by formula (II-A)-(II-F), wherein said repeating unit is derived from a non-color forming ethylenic monomer which does not couple with the oxidation product of an aromatic primary amine developing agent. 
     
     
       13. A silver halide color photographic material as in claim 12, wherein the non-color forming monomer is selected from acrylic acid, an acrylic acid ester, methacrylic acid, a methacrylic acid ester, crotonic acid, a crotonic acid ester, a vinyl ester, maleic acid, a maleic acid diester, fumaric acid, a fumaric acid diester, itaconic acid, an itaconic acid diester, an acrylamide, a methacrylamide, a vinyl ester, a styrene. 
     
     
       14. A silver halide color photographic material as in claim 1, wherein the molar ratio of the coupler portion represented by formula (I) and the hardener portion represented by formulae (II-A), (II-B), (II-C), (II-D), (II-E) and (II-F) in the polymeric coupler is from 10% to 95% and from 5% to 50%, respectively. 
     
     
       15. A silver halide color photographic material as in claim 1, wherein the polymeric coupler is added in an amount of from 5×10 -4  equivalent to 5×10 -2  equivalent of the hardner portion per 100 g of dry gelatin. 
     
     
       16. A silver halide color photographic material as in claim 1, wherein the molar ratio of a coating amount of silver in a silver halide emulsion to the coupler portion represented by formula (I) is from 1 to 200. 
     
     
       17. A silver halide color photographic material as in claim 1, wherien the coating amount of the polymeric coupler in the photographic material is from 0.1 to 100 parts by weight per part by weight of gelatin contained in the same layer. 
     
     
       18. A silver halide color photographic material as in claim 1, wherein the photographic material contains gelatin. 
     
     
       19. A silver halide color photographic material as in claim 1, wherein the emulsion layer contains gelatin. 
     
     
       20. A silver halide color photographic material as in claim 1, wherein X represents an ester group which is active to gelatin and is selected from the group consisting of: ##STR82## 
     
     
       21. A silver halide color photographic material as in claim 1, wherein the repeating unit represented by the formula (II-A) is derived from a compound selected from the group consisting of: ##STR83##